Oshkosh Wisc 2003 Going to Air Venture At Oshkosh, WI Shortly after leaving Oshkosh. We knew from checking the weather before leaving Oshkosh that it would get clearer and clearer as we headed west, which it did. Soon there were holes in the clouds above, so we headed through the opening to fly above the clouds. « ‹ 28 of 37 › »